2-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]-4-[4-(1-piperazinyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one -Drug Synthesis Database

【结构式】

【分子编号】64327

【品名】2-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]-4-[4-(1-piperazinyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

【CA登记号】

【分子式】C₂₄H₃₁N₅O₂

【分子量】421.54264

【元素组成】C 68.38% H 7.41% N 16.61% O 7.59%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VII)

Alternatively, the condensation of with the 4-bromophenyltriazolone (VI) with piperazine (IV) by means of Pd2(dba)3, BINAP and t-BuONa in hot toluene gives the monosubstituted piperazine (VII), which is then condensed with the already reported aryl ether (III) by means of Pd2(dba)3, BINAP and t-BuONa in hot toluene, and debenzylated with Pd/C and formic acid to afford the target disubstituted piperazine.

参考文献中间体

合成目标

【1】 Hepperle, M.; Eckert, J.; Gala, D.; Shen, L.; Evans, C.A.; Goodman, A.; Mono N-arylation of piperazine(III): Metal-catalyzed N-arylation and its application to the novel preparations of the antifungal posaconazole and its advanced intermediate. Tetrahedron Lett 2002, 43, 18, 3359.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	64328	1-{[(2R,4R)-4-[(4-bromophenoxy)methyl]-2-(2,4-difluorophenyl)tetrahydro-2-furanyl]methyl}-1H-1,2,4-triazole; 4-bromophenyl [(3R,5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-ylmethyl)tetrahydro-3-furanyl]methyl ether		C₂₀H₁₈BrF₂N₃O₂	详情	详情
(IV)	10355	Diethylenediamine; Piperazine	110-85-0	C₄H₁₀N₂	详情	详情
(VI)	64326	2-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]-4-(4-bromophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one		C₂₀H₂₂BrN₃O₂	详情	详情
(VII)	64327	2-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]-4-[4-(1-piperazinyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one		C₂₄H₃₁N₅O₂	详情	详情

Extended Information